HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$105+ Cheap flights from Pittsburgh to New Windsor (PIT - SWF)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/30. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — SWF
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Pittsburgh to Stewart with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Pittsburgh to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Pittsburgh (PIT) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 12, 2025.

Round-trip from

$218
(Mytrip)

One-way from

$105
(Mytrip)

Popular in

November

Cheapest in

April

Average price

$178
From Pittsburgh to New Windsor Stewart
Search Deals
One-way flight from Pittsburgh to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals

Find flight deals from Pittsburgh to Stewart

Cheapest flights from Pittsburgh to Stewart
Explore the most affordable flight options available from Pittsburgh to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/223:41 pmPIT - SWF
1 stop18h 45mAllegiant Air
Thu 9/257:12 pmSWF - PIT
1 stop25h 59mAllegiant Air
Deal found 6/10$218
This Mytrip deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/173:47 pmPIT - SWF
1 stop25h 34mMultiple Airlines
Sun 7/206:42 pmSWF - PIT
1 stop26h 44mMultiple Airlines
Deal found 6/11$233
This KAYAK deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/179:08 pmPIT - SWF
1 stop15h 40mBreeze Airways
Mon 7/211:28 pmSWF - PIT
1 stop19h 16mBreeze Airways
Deal found 6/11$602

Cheapflights Fare Finder

Customize your flight search to find flights from Pittsburgh to Stewart that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from Pittsburgh to New Windsor that are best for you.

Fly from

Pittsburgh

Fly to

Stewart

Route

Depart

Return

Price

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Mon 9/22

3:41 pm-10:26 am

1 stop18h 45m

New Windsor Stewart

Thu 9/25

7:12 pm-9:11 pm

1 stop25h 59m

$218

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 7/17

3:47 pm-5:21 pm

1 stop25h 34m

New Windsor Stewart

Sun 7/20

6:42 pm-9:26 pm

1 stop26h 44m

$233

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 7/17

9:08 pm-12:48 pm

1 stop15h 40m

New Windsor Stewart

Mon 7/21

1:28 pm-8:44 am

1 stop19h 16m

$602

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Mon 6/30

7:00 am-7:11 pm

1 stop12h 11m

$105

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Wed 7/2

7:00 am-6:10 pm

1 stop11h 10m

$112

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Sun 8/24

9:08 pm-12:48 pm

1 stop15h 40m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Best time to book a flight from Pittsburgh to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Pittsburgh with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Pittsburgh to New Windsor

What is the cheapest month to book a flight from Pittsburgh to New Windsor?

Currently, October is the cheapest month in which you can book a flight from Pittsburgh to New Windsor (average of $109). Flying from Pittsburgh to New Windsor in August is currently the most expensive (average of $219). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PIT to SWF?

Find hourly flight availability from Pittsburgh to Stewart. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pittsburgh to New Windsor as you normally would.

Reviews of airlines servicing Stewart

Get insights into the airlines that provide service to Stewart. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Stewart. Reviews last updated June 12, 2025.
Read through reviews of airlines operating flights from Pittsburgh to New Windsor, such as Breeze Airways and Allegiant Air. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
178 reviews

Food

6.7

Overall

8.1

Comfort

8.2

Entertainment

6.6

Boarding

8.3

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
178 reviews
Breeze Airways
8.1
Very good
178 reviews

Food

6.7

Overall

8.1

Comfort

8.2

Entertainment

6.6

Boarding

8.3

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Allegiant Air
7.3
Good
725 reviews
Breeze Airways
8.1
Very good
178 reviews

Food

6.7

Overall

8.1

Comfort

8.2

Entertainment

6.6

Boarding

8.3

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Find useful and relevant information for your journey from Pittsburgh to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Pittsburgh to Stewart that include hotel bookings?

    Yes. In addition to deals on Pittsburgh to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pittsburgh to Stewart?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pittsburgh to Stewart.

  • Can I find deals for business class flights from Pittsburgh to Stewart?

    Yes. Cheapflights offers flight deals from Pittsburgh to Stewart by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Pittsburgh to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Pittsburgh to New Windsor (average of $109). Flying from Pittsburgh to New Windsor in August is currently the most expensive (average of $219). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Pittsburgh?

Book flights to Pittsburgh if you plan to visit one of these locations
Kingston

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Pittsburgh to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to John F Kennedy Intl flights
John F Kennedy Intl to Buffalo flights
LaGuardia to Buffalo flights
Reagan-National to John F Kennedy Intl flights
Pittsburgh to John F Kennedy Intl flights
Reagan-National to LaGuardia flights
Newark to Buffalo flights
Dulles Intl to LaGuardia flights
Pittsburgh to Newark flights
Pittsburgh to LaGuardia flights
Dulles Intl to Newark flights
Reagan-National to Newark flights
Dulles Intl to Buffalo flights
Dulles Intl to Albany flights
John F Kennedy Intl to Rochester flights
Reagan-National to Buffalo flights
Reagan-National to Albany flights
John F Kennedy Intl to Syracuse flights
LaGuardia to Rochester flights
Dulles Intl to Syracuse flights
Newark to Rochester flights
Reagan-National to Syracuse flights
Newark to Syracuse flights
LaGuardia to Syracuse flights
Philadelphia to Buffalo flights
Dulles Intl to Rochester flights
Philadelphia to John F Kennedy Intl flights
Reagan-National to Rochester flights
Philadelphia to Newark flights
LaGuardia to Albany flights
Philadelphia to LaGuardia flights
Reagan-National to White Plains flights
Philadelphia to Rochester flights
John F Kennedy Intl to Albany flights
Dulles Intl to Islip flights
Dulles Intl to White Plains flights
Philadelphia to Syracuse flights
Newark to Albany flights
Dulles Intl to Plattsburgh flights
Newark to Ithaca flights
John F Kennedy Intl to Ithaca flights
Dulles Intl to Ithaca flights
Latrobe to LaGuardia flights
Pittsburgh to Islip flights
LaGuardia to Ithaca flights
Reagan-National to Islip flights
Latrobe to Newark flights
Reagan-National to Ithaca flights
Newark to Niagara Falls flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.